WO2023228935A1 - Composition herbicide et procédé de lutte contre les mauvaises herbes - Google Patents

Composition herbicide et procédé de lutte contre les mauvaises herbes Download PDF

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WO2023228935A1
WO2023228935A1 PCT/JP2023/019092 JP2023019092W WO2023228935A1 WO 2023228935 A1 WO2023228935 A1 WO 2023228935A1 JP 2023019092 W JP2023019092 W JP 2023019092W WO 2023228935 A1 WO2023228935 A1 WO 2023228935A1
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salt
methyl
salts
compound
group
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PCT/JP2023/019092
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Japanese (ja)
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義伸 神
舞衣 鳥海
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住友化学株式会社
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Publication of WO2023228935A1 publication Critical patent/WO2023228935A1/fr

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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
    • A01N37/38—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
    • A01N37/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system having at least one carboxylic group or a thio analogue, or a derivative thereof, and one oxygen or sulfur atom attached to the same aromatic ring system
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
    • A01N39/02—Aryloxy-carboxylic acids; Derivatives thereof
    • A01N39/04—Aryloxy-acetic acids; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/84—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,4
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
    • A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P13/00—Herbicides; Algicides

Definitions

  • the present invention relates to a herbicide composition and a weed control method.
  • An object of the present invention is to provide a herbicide composition and a weed control method that have an excellent weed control effect.
  • the present inventors have discovered that the combination of one or more uracil compounds represented by the following formula (I) with a specific compound exhibits an excellent control effect against weeds.
  • the present invention includes the following aspects.
  • R 1 represents a hydrogen atom, a methyl group or an ethyl group
  • R 2 represents an alkyl group having 1 to 3 carbon atoms
  • R 3 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms
  • R 2 and R 3 may be bonded to each other to form a C2-3 alkylene chain.
  • the herbicide compound group B includes the following B-1 to B-12: B-1 Acetolactate synthase inhibitor; B-2 Acetyl-CoA carboxylase inhibitor; B-3 Protoporphyrinogen IX oxidase inhibitor; B-4 4-hydrophenylpyruvate dioxygenase inhibitor; B-5 phytoene desaturase inhibitor; B-6 Photosystem II inhibitor; B-7 Very long chain fatty acid synthesis inhibitor; B-8 Microtubule formation inhibitor; B-9 Auxin herbicide; B-10 Enolpyruvylshikimate 3-phosphate synthase inhibitor; B-11 Glutamine synthetase inhibitor; B-12 Other herbicides; (including agriculturally acceptable salts or derivatives thereof)
  • a herbicidal composition comprising the group consisting of: [2] The above B-1 is Pyrithiobac, pyrithiobac sodium salt, pyriminobac,
  • the above B-1 is Pyrithiobac, pyrithiobac sodium salt, chlorimuron ethyl, foramsulfuron, halosulfuron methyl, nicosulfuron, primisulfuron methyl, rimisulfuron, trifloxysulfuron sodium salt, chlorsulfuron, iodosulfuron methyl sodium, Offensulfuron sodium, mesosulfuron methyl, prosulfuron, thifensulfuron methyl, tribenuron methyl, thiencarbazone methyl, chloranthulam methyl, flumetulam, imazametabenzmethyl, imazamox ammonium salt, imazapic ammonium salts, imazapyl isopropylammonium salts, imazapyl ammonium salts, and imazetapylammonium salts (including agriculturally acceptable salts or derivatives thereof)
  • the above B-2 is Fenoxaprop ethyl, fenoxaprop P-ethyl, fluazifop butyl, fluazifop P-butyl, quizalofop ethyl, quizalofop P-ethyl, clethodim, and setoxydim (including agriculturally acceptable salts or derivatives thereof)
  • the herbicidal composition according to any one of [1] to [3], which is a group consisting of.
  • the above B-3 is Carfentrazone ethyl, saflufenacil, sulfentrazone, pyraflufenethyl, fluthiacetmethyl, flufenpylethyl, flumicorac pentyl, flumioxazine, oxyfluorfen, acifluorfen sodium salt, fomesafen sodium, lactofen , thiafenacil, trifludimoxazine, and epirifenacyl (including their agriculturally acceptable salts or derivatives)
  • the herbicidal composition according to any one of [1] to [4], which is a group consisting of.
  • the above B-4 is Bicyclopyrone, mesotrione, tembotrione, isoxaflutole, fenquinotrione, topramesone, tolpirate, lankotrione sodium salt, 2-methyl-N-(5-methyl-1,3,4-oxadiazol-2-yl )-3-(methanesulfonyl)-4-(trifluoromethyl)benzamide (CAS registration number: 1400904-50-8), 2-chloro-N-(1-methyl-1H-tetrazol-5-yl)-3 -(methylthio)-4-(trifluoromethyl)benzamide (CAS registration number: 1361139-71-0), and 4-(4-fluorophenyl)-6-[(2-hydroxy-6-oxo-1-cyclohexene) -1-yl)carbonyl]-2-methyl-1,2,4-triazine-3,5(2H,4H)-dione (CAS registration number: 1353870-34-4) (including agriculturally
  • the above B-5 is norflurazone and fluridone (including their agriculturally acceptable derivatives)
  • the above B-6 is bentazone, bromoxynyl octanoate, diuron, linuron, fluometuron, simazine, atrazine, ametrine, promethrin, and metribuzin (including their agriculturally acceptable salts or derivatives)
  • the herbicidal composition according to any one of [1] to [7] which is a group consisting of.
  • the above B-7 is Alachlor, acetochlor, metolachlor, S-metolachlor, dimethenamide, dimethenamide P, pyroxasulfone, and flufenacet (including agriculturally acceptable derivatives thereof)
  • the above B-8 is Trifluralin, pendimethalin, and etalfluralin (including their agriculturally acceptable derivatives)
  • the above B-9 is 2,4-D, 2,4-D choline salt, 2,4-DB, dicamba, dicamba biproamine, dicamba diglycolamine salt, fluoroxypyr, fluoroxypyr meptyl, clopyralidolamine salt, clopyralid potassium salt, Clopyralid triethylammonium salt, halauxifen, halauxifen methyl, florpyrauxifen, and florpyrauxifen benzyl (including agriculturally acceptable salts or derivatives thereof)
  • the herbicidal composition according to any one of [1] to [10], which is a group consisting of.
  • the above B-10 is Glyphosate, glyphosate isopropylammonium, glyphosate ammonium salt, glyphosate dimethylamine salt, glyphosate monoethanolamine salt, glyphosate potassium salt, and glyphosate guanidine salt (including agriculturally acceptable salts or derivatives thereof)
  • Said B-11 is Glufosinate, glufosinate ammonium salt, glufosinate P, and glufosinate P sodium salt (including agriculturally acceptable salts or derivatives thereof)
  • Said B-12 is EPTC, diflufenzopyr, diflufenzopyr sodium salt, clomazone, bixlozone, synmethyline, MSMA, paraquat, paraquat dichloride, diquat, diquat dibromide, tetoflupyrrolimet, and rimisoxafen (agriculturally acceptable salts thereof, or derivatives)
  • R 1 represents a hydrogen atom, a methyl group or an ethyl group
  • R 2 represents an alkyl group having 1 to 3 carbon atoms
  • R 3 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms
  • R 2 and R 3 may be bonded to each other to form a C2-3 alkylene chain.
  • a step of simultaneously or sequentially applying one or more uracil compounds represented by The herbicide compound group B includes the following B-1 to B-12: B-1 Acetolactate synthase inhibitor; B-2 Acetyl-CoA carboxylase inhibitor; B-3 Protoporphyrinogen IX oxidase inhibitor; B-4 4-hydrophenylpyruvate dioxygenase inhibitor; B-5 phytoene desaturase inhibitor; B-6 Photosystem II inhibitor; B-7 Very long chain fatty acid synthesis inhibitor; B-8 Microtubule formation inhibitor; B-9 Auxin herbicide; B-10 Enolpyruvylshikimate 3-phosphate synthase inhibitor; B-11 Glutamine synthetase inhibitor; B-12 Other herbicides; (including agriculturally acceptable salts or derivatives thereof) A method for controlling weeds, which is a group consisting of.
  • the treatment amount ratio of the uracil compound and one or more compounds selected from the herbicide compound group B is from 1:10 ⁇ 15 to 10 ⁇ 15:1 by weight, according to [16]. How to control weeds. [18] The method for controlling weeds according to [16] or [17], wherein the place where the weeds are growing or where the weeds are growing is a crop field. [19] Use of the herbicide composition according to any one of [1] to [15] for controlling weeds.
  • the present invention makes it possible to control weeds with high effectiveness.
  • the herbicide composition of the present invention (hereinafter referred to as the composition of the present invention) comprises one or more uracil compounds represented by the above formula (I) (hereinafter referred to as compound (I)) and a herbicide compound of group B. It contains one or more compounds selected from (hereinafter referred to as compound (B)).
  • the composition of the present invention can further contain one or more compounds selected from the group C of drug harm reducers (hereinafter referred to as compound (C)).
  • the method for controlling weeds of the present invention is a method of controlling weeds by controlling one or more compounds (I), one or more compounds (B), and optionally a compound (C). It has a simultaneous or sequential treatment process at the location where it occurs or occurs. In the case of simultaneous treatment, the composition of the invention is treated. In the case of sequential treatment, the order in which compound (I) and compound (B) are treated is not particularly limited. When compound (C) is used in sequential treatment, the order in which compound (I), compound (B), and compound (C) are treated is not particularly limited.
  • compound (I), compound (B), and optionally compound (C) are added to crop fields, vegetable fields, orchards, non-agricultural lands, etc. where weeds are growing or Treat where it occurs.
  • compound (I), compound (B), and optionally compound (C) may be treated before sowing, simultaneously with, and/or after sowing crop seeds.
  • the composition of the present invention is used to control weeds.
  • methods for treating the composition of the present invention include a method of spraying the composition of the present invention on the soil of a cultivation area and a method of spraying the composition of the present invention on emerging weeds.
  • Spraying of the composition of the present invention is usually carried out by using a sprayer to spray a spray liquid obtained by mixing the composition of the present invention and water.
  • the amount of spray liquid is not particularly limited, it is usually 50 to 1000 L/ha, preferably 100 to 500 L/ha, and more preferably 140 to 300 L/ha.
  • the processing amount of compound (I) and compound (B) (total of compound (B) and compound (C) when compound (C) is used) is the amount of compound (I) and compound (B) (compound When using (C), the total amount of compound (B) and compound (C) is usually 1 to 10,000 g per 10,000 m 2 , preferably 2 to 5,000 g per 10,000 m 2 , more preferably 5 to 5 g per 10,000 m 2 It is 2000g.
  • compound (I), compound (B), and if necessary, compound (C) and an adjuvant may be used together.
  • the type of adjuvant is not particularly limited, but oil-based adjuvants such as Agri-Dex and MSO (mineral oils such as paraffinic hydrocarbons, naphthenic hydrocarbons, and aromatic hydrocarbons), or vegetable oils (soybean oil and rapeseed oil) In the case of esterified Methylated Seed Oil, 0.25%, 0.5%, 1%, 2%, 3%, 4%, 5% or 6% (volume/volume), Induce, etc.
  • nonionic adjuvant polyoxyalkylene alkyl ether, polyoxyalkylene fatty acid ester, alkylaryl alkoxylate, or alkylaryl polyoxyalkylene glycol
  • Other examples include anionic types (substituted sulfonate salts) such as Gramin S, cationic types (polyoxyethylene amine) such as Genamin T 200BM, and organic silicone types such as Silwet L77.
  • a drift reducing agent such as Intact (polyethylene glycol) may be used in combination.
  • the pH and hardness of the spray liquid prepared when treating compound (I), compound (B), and optionally compound (C) are not particularly limited, but are usually in the range of pH 5 to 9, The hardness is usually in the range of 0 to 500 ppm on the American hardness scale.
  • the time period for treating compound (I), compound (B), and optionally compound (C) is not particularly limited, but is usually between 5 a.m. and 9 p.m.
  • the bundle density is usually 10-2500 micromoles/square meter/second, the temperature at the application site is usually 0-35 degrees Celsius, and the wind speed is usually less than 3 MPH.
  • the spraying pressure when applying compound (I), compound (B), and optionally compound (C) is not particularly limited, but is usually 30 to 120 PSI, preferably 40 to 80 PSI.
  • Compound (I) has the following formula (I) It is a uracil compound represented by The composition of the present invention contains one or more types of compound (I).
  • R 1 represents a hydrogen atom, a methyl group, or an ethyl group
  • R 2 represents an alkyl group having 1 to 3 carbon atoms
  • R 3 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. represents.
  • R 2 and R 3 may be bonded to each other to form a C2-3 alkylene chain.
  • C2-3 alkylene chain means -(CH 2 ) 2 - or -(CH 2 ) 3 -.
  • compound (I) may be either one enantiomer or a mixture of two enantiomers.
  • the mixture may be a racemic mixture.
  • Examples of compound (I) include the compounds shown in Table 1.
  • Me represents a methyl group
  • Et represents an ethyl group
  • Pr represents a propyl group.
  • -(CH 2 ) 2 - represents that R 2 and R 3 combine with each other to form -(CH 2 ) 2 -.
  • -(CH 2 ) 3 - represents that R 2 and R 3 combine with each other to form -(CH 2 ) 3 -.
  • R 1 is preferably a methyl group or an ethyl group.
  • R 2 is preferably a methyl group or an ethyl group.
  • R 3 is preferably a hydrogen atom or a methyl group. It is also preferable that R 2 and R 3 are bonded to each other to form a C2-3 alkylene chain.
  • Compound (I) preferably contains one or more compounds selected from the group consisting of compound (I-15) to compound (I-42), and more preferably contains compound (I-15) to compound (I-42). 17), Compound (I-19) to Compound (I-21), Compound (I-27) to Compound (I-31), Compound (I-33) to Compound (I-35), Compound (I-41) ) and compound (I-42), more preferably compound (I-15), compound (I-29), compound (I-30), and compound (I-42). 33) and compound (I-41).
  • Compound (I) can be produced according to the method described in US Pat. No. 6,403,534.
  • Compound (B) is a compound selected from the herbicide compound group B.
  • the composition of the present invention contains one or more compounds (B). According to the composition of the present invention containing one or more compounds (I) and one or more compounds (B), it is possible to exhibit an excellent control effect on weeds.
  • Herbicide compound group B is a group consisting of B-1 to B-12 below.
  • the inhibitors or herbicides B-1 to B-12 below include agriculturally acceptable salts or derivatives of the inhibitors or herbicides.
  • B-1 Acetolactate synthase inhibitor
  • B-2 Acetyl-CoA carboxylase inhibitor
  • B-3 Protoporphyrinogen IX oxidase inhibitor
  • B-4 4-hydrophenylpyruvate dioxygenase inhibitor
  • B-5 Phytoene desaturase inhibitor
  • B- 6 Photosystem II inhibitor B-7 Very long chain fatty acid synthesis inhibitor B-8
  • Microtubule formation inhibitor B-9 Auxin herbicide B-10 Enolpyruvyl shikimate 3-phosphate synthase inhibitor B-11 Glutamine synthetase inhibitor B-12
  • B-1 is preferably pyrithiobac, pyriminobac sodium salt, pyriminobac, pyriminobac methyl, bispyribac, bispyribac sodium salt, pyribenzoxime, pyrimisulfan, pyrifthalide, triafamone, amidosulfuron, azimsulfuron, bensulfuron.
  • B-2 is preferably clodinafop, clodinafop propargyl, cyhalofop, cyhalofop butyl, diclofop, diclofop methyl, fenoxaprop, fenoxaprop ethyl, fenoxaprop P, fenoxaprop P ethyl, fluazifop, Fluazifop butyl, fluazifop P, fluazifop P butyl, haloxyfop, haloxyfop ethyl, haloxyfop methyl, haloxyfop P, haloxyfop P ethyl, haloxyfop P methyl, metamifop, propaquizafop, quizalofop, quizalofop tefuryl, Consisting of quizalofop ethyl, quizalofop P, quizalofop P
  • fenoxaprop ethyl fenoxaprop P-ethyl, fluazifop butyl, fluazifop P-butyl, quizalofop ethyl, quizalofop P-ethyl, clethodim, and setoxydim, and agriculturally acceptable A group consisting of salts or derivatives.
  • B-3 is preferably azafenidine, benzfendizone, oxadiazone, oxadiargyl, carfentrazone, carfentrazone ethyl, saflufenacil, cinidone, cinidon ethyl, sulfentrazone, pyraclonil, cyclopyranil, pyraflufen, pyraflufen Ethyl, butafenacyl, fluazolate, fluthiacet, fluthiacet methyl, flufenpyr, flufenpyruethyl, flumicrolac, flumicrolac pentyl, flumioxazine, pentoxazone, oxyfluorfen, acifluorfen, acifluorfen sodium salt, chlormethoxynil, chloro Nitrofen, Nitrofen, Bifenox, Clomethoxyfene, Ethoxyfenthyl, Fluoroglycofen, Fluoroglycof
  • B-4 is preferably benzobicyclone, bicyclopyrone, mesotrione, sulcotrione, tefuryltrione, tembotrione, isoxachlortole, isoxaflutole, benzofenap, pyrasulfotol, pyrazolinate, pyrazoxifene, fenquino Trion, topramezone, tolpirate, lankotrione, lankotrione sodium salt, 2-methyl-N-(5-methyl-1,3,4-oxadiazol-2-yl)-3-(methanesulfonyl)-4- (trifluoromethyl)benzamide (CAS registration number: 1400904-50-8), 2-chloro-N-(1-methyl-1H-tetrazol-5-yl)-3-(methylthio)-4-(trifluoromethyl ) Benzamide (CAS registration number: 1361139-71-0), 4-(4-fluorophenyl)-6-[(2-hydroxy-6-ox
  • B-5 is preferably a group consisting of diflufenican, picolinafen, beflubutamide, norflurazone, fluridone, flurochloridone, and flurutamone, and agriculturally acceptable salts or derivatives thereof, more preferably norflurazone and fluridone, and agriculturally acceptable salts or derivatives thereof.
  • B-6 is preferably ioxynil, ioxynyl octanoate, bentazone, pyridafol, pyridate, bromophenoxime, bromoxynil, bromoxynyl octanoate, chlorbromulon, chlorotoluron, chloroxuron, dimefuron, diuron, ethidimuron, Fenuron, linuron, fluometuron, isoproturon, isouron, tebuthiuron, azuron, metabenzthiazuron, nebulon, pentanochlor, propanil, methobromulon, methoxyuron, monolinuron, siduron, simazine, atrazine, desmetrin, propazine, cyanazine, ametrine, cymetrine, Consisting of dimethamethrin, promethrin, promethrin, terbumet
  • B-7 is preferably propachlor, metazachlor, alachlor, acetochlor, alidochlor, dimethachlor, metolachlor, S-metolachlor, butachlor, pretilachlor, propisochlor, tenylchlor, indanophane, cafenstrol, fentrazamide, diphenamide, Dimethenamide, Dimethenamide P, Dimepiperate, Mefenacet, Pyroxasulfone, Fenoxasulfone, Naproanilide, Napropamide, Napropamide M, Petoxamide, Anilofos, Piperofos, Flufenacet, Dimesulfazet, and Ipufencarbazone, and their agricultural use
  • B-8 is preferably trifluralin, pendimethalin, etalfluralin, benfluralin, oryzalin, prodiamine, butamifos, dithiopyr, thiazopyr, amiprofos-methyl, carbetamide, chlortal dimethyl, butrualine, dinitramine, propham, propyzamide, and tebutam, and agriculturally acceptable salts or derivatives thereof, more preferably trifluralin, pendimethalin, etalfluralin, and agriculturally acceptable salts or derivatives thereof. be.
  • B-9 is preferably 2,3,6-TBA and its salts or esters (dimethylammonium, lithium salt, potassium salt, sodium salt), 2,4-D and its salts or esters (choline salt, tetrabutyl Ammonium salts, biproamine, doboxyl, 2-ethylhexyl, 3-butoxypropyl, ammonium, butyl, butyl, diethylammonium, dimethylammonium, diolamine salts, dodecylammonium, ethyl, heptyl ammonium, isobutyl, isooctyl, isopropyl, isopropylammonium, lithium 2,4-DB and its salts or esters choline salts, biproamine, butyl, dimethylammonium, isooctyl, potassium salts, and sodium salts), MCPA and its salts or esters (choline salts, biproamine, etexyl, butty
  • B-10 is preferably glyphosate, glyphosate choline salt, glyphosate isopropylammonium, glyphosate biproamine, glyphosate trimesium, glyphosate ammonium salt, glyphosate diammonium salt, glyphosate dimethylammonium salt, glyphosate monoethanolamine salt, glyphosate sodium salt , glyphosate potassium salt, glyphosate guanidine salt, and agriculturally acceptable salts or derivatives thereof, and more preferably glyphosate, glyphosate isopropylammonium, glyphosate ammonium salt, glyphosate dimethylamine salt, and glyphosate monoethanolamine.
  • glyphosate potassium salt, glyphosate guanidine salt, and agriculturally acceptable salts or derivatives thereof are preferably glyphosate, glyphosate isopropylammonium, glyphosate ammonium salt,
  • B-11 is preferably a group consisting of glufosinate, glufosinate ammonium salt, glufosinate P, glufosinate P sodium salt, glufosinate P ammonium salt, and bialafos, and agriculturally acceptable salts or derivatives thereof, and more preferably , glufosinate, glufosinate ammonium salt, glufosinate P, glufosinate P sodium salt, and agriculturally acceptable salts or derivatives thereof.
  • B-12 is preferably aclonifen, isoxaben, dichlobenil, taxtomin A, methiozoline, dialate, butyrate, trialate, chlorpropham, ashram, phenisofam, bentiocarb, molinate, esprocarb, pyributicarb, prosulfocarb, orbencarb, EPTC, Dimepiperate, SWEP, Difenoxuron, Methyl Daimeron, Bromobutide, Daimeron, Cumyluron, Diflufenzopyr, Diflufenzopyr Sodium Salt, Naptalam, Ethobenzanide, Tridifan, Amitrol, Clomazone, Bixlozone, Maleic Hydrazide, Oxadiclomefon, Cinmethyline, Benfuresate, ACN , dalapone, chlorthiamide, flupoxam, bensuride, paraquat, paraquat dichloride, diquat, diquat di
  • composition of the present invention can further contain one or more compounds (compound (C)) selected from the group C of safeners.
  • the safeners of Group C are preferably alidochlor, benoxacol, cloquintocet, cloquintocetmexyl, thiometrinil, cyprosulfamide, dichlormide, dicyclonone, dietolate, dimepiperate, disulfoton, Daimeron, fenchlorazole, fenchlorazole.
  • composition of the present invention can further contain a carrier.
  • a carrier such as a solid carrier or a liquid carrier, and if necessary, a surfactant or the like is added.
  • This is a formulation prepared by adding formulation auxiliaries.
  • Preferred dosage forms of such preparations include aqueous suspension concentrates, oil dispersions, wettable powders, water dispersible granules, and granules. , water-based emulsions (emulsions, oil-in-water), oil-based emulsions (emulsions, water-in-oil) and emulsifiable concentrates.
  • composition of the present invention may be used in combination with preparations containing other herbicides as active ingredients. Furthermore, the composition of the present invention may be a combination of a formulation containing compound (I) alone as an active ingredient and a formulation containing compound (B) and optionally used compound (C) as active ingredients. good.
  • the total content of compound (I), compound (B) and compound (C) in the composition of the present invention is usually in the range of 0.01 to 90% by weight, preferably 1 to 80% by weight.
  • compound (B) is a salt (for example, glyphosate potassium salt), its weight is expressed in acid equivalent.
  • the mixing ratio of compound (I) and compound (B) (total of compound (B) and compound (C) when compound (C) is included) in the composition of the present invention is usually 1:1 by weight. It is in the range of 10 ⁇ 15 to 10 ⁇ 15:1.
  • the treatment amount ratio of compound (I) and compound (B) (total of compound (B) and compound (C) when compound (C) is included) is usually 1 by weight. :10 ⁇ 15 to 10 ⁇ 15:1.
  • composition of the present invention and the method of the present invention
  • Preferred examples include weight ratios of approximately 1:10 ⁇ 15, 1:10 ⁇ 14, 1:10 ⁇ 13, 1:10 ⁇ 12, 1:10 ⁇ 11, 1:10 ⁇ 10, 1:10 ⁇ 9, 1:10 ⁇ 8, 1:10 ⁇ 7, 1:10 ⁇ 6, 1:10 ⁇ 5, 1:10000, 1:9000, 1:8000, 1:7000, 1:6000, 1:5000, 1:4000, 1:3000, 1:2000, 1:1000, 1:900, 1:800, 1:700, 1:600, 1:500, 1:400, 1:350, 1:300, 1: 250, 1:200, 1:150, 1:100, 1:90, 1:80, 1:70, 1:60, 1:50, 1:40, 1:30, 1:20, 1:19, 1:18, 1:17, 1:16, 1:15, 1:14, 1:13, 1:12, 1:11, 1:10, 1:9,
  • Approximately in this specification includes a range of ratios that are 10% higher or lower by weight than the specified ratio. For example, approximately 1:2 includes a range of 1:1.8 to 1:2.2.
  • the mixing ratio or treatment amount ratio of compound (I) and compound (C) in the composition of the present invention and the method of the present invention is preferably 1:0.1 to 1:20.
  • composition of the present invention exhibits a more synergistic herbicidal effect against a wide range of weeds than expected from the herbicidal effect when compound (I) and compound (B) are used alone, and A wide range of weeds can be effectively controlled in crop fields, vegetable fields, orchards, or non-agricultural lands where up-tilling or no-till cultivation is performed.
  • the method of the present invention exhibits a synergistic herbicidal effect against a wide range of weeds, which is more effective than expected from the herbicidal effects of compound (I) and compound (B) when used alone.
  • a wide range of weeds can be effectively controlled in crop fields, vegetable fields, orchards, or non-agricultural lands where cultivation or no-till cultivation is performed.
  • composition of the present invention can be used before, simultaneously with, and/or after sowing of crop seeds that have been treated with one or more compounds selected from the group consisting of insecticide compounds, nematicide compounds, fungicide compounds, etc.
  • compound (I), compound (B), and optionally compound (C) may be applied to a field where the crop seeds have been sown or a field where the crop seeds are to be sown.
  • composition of the present invention may be used in combination with other agriculturally active compounds.
  • Insecticide compounds, nematicide compounds, and fungicide compounds used in combination with the composition of the present invention include neonicotinoid compounds, diamide compounds, carbamate compounds, organophosphorus compounds, and biological nematicides. and other insecticide compounds and nematicide compounds, as well as azole compounds, strobilurin compounds, metalaxyl compounds, SDHI compounds, other fungicide compounds, and plant growth regulators.
  • the crop fields in the present invention include peanut fields, soybean fields (infinite growth type, finite growth type, semi-finite growth type) fields, corn (horse tooth type, hard grain type, soft grain type, explosive type, glutinous type). , sweet seeds, field corn) fields, wheat (bread wheat (hard, soft, medium, red wheat, white wheat), macaronic wheat, spelt wheat, club wheat, autumn-sown and spring-sown types respectively) fields, barley ( Food crop fields such as two-row barley (beer wheat), six-row barley, naked barley, and glutinous wheat (autumn-sown and spring-sown types, respectively), feed crop fields such as sorghum and oat fields, and cotton (upland and pima) fields. These include fields of industrial crops such as seed) fields, rapeseed fields, canola (autumn-sown and spring-sown) fields, sugarcane fields, and sugar crop fields such as sugar beets.
  • the vegetable fields in the present invention include fields for cultivating nightshade vegetables (eggplants, tomatoes, green peppers, chili peppers, potatoes, etc.), fields for cultivating cucurbitaceae vegetables (cucumbers, pumpkins, zucchini, watermelon, melons, etc.), and fields for cultivating vegetables of the cruciferous family (e.g., cucumbers, pumpkins, zucchini, watermelons, melons, etc.).
  • nightshade vegetables eggplants, tomatoes, green peppers, chili peppers, potatoes, etc.
  • cucurbitaceae vegetables cucumbers, pumpkins, zucchini, watermelon, melons, etc.
  • fields for cultivating vegetables of the cruciferous family e.g., cucumbers, pumpkins, zucchini, watermelons, melons, etc.
  • Fields for growing vegetables (radish, turnip, horseradish, kohlrabi, Chinese cabbage, cabbage, mustard greens, broccoli, cauliflower, etc.), fields for growing Asteraceae vegetables (burdock, Chinese chrysanthemum, artichoke, lettuce, etc.), liliaceous vegetables (green onion, etc.) , onions, garlic, asparagus); fields for growing umbelliferous vegetables (carrots, parsley, celery, red bean sprouts, etc.); fields for growing Chenopodiaceous vegetables (spinach, chard, etc.); Examples include fields where perilla, mint, basil, lavender) are cultivated, strawberry fields, sweet potato fields, yam fields, taro fields, etc.
  • Examples of orchards in the present invention include orchards, tea gardens, mulberry gardens, coffee gardens, banana gardens, palm gardens, flower and tree gardens, flower and tree fields, seedling fields, tree farms, woodlands, gardens, and the like.
  • Examples of fruit trees in the present invention include pome fruits (apple, pear, Japanese pear, quince, quince, etc.), stone fruits (peaches, plums, nectarines, plums, cherry blossoms, apricots, prunes, etc.), citrus fruits (unshu mandarin orange, orange, etc.) Lemons, limes, grapefruits, etc.), nuts (chestnuts, walnuts, hazel, almonds, pistachios, cashews, macadamia nuts, etc.), berry fruits (grapes, blueberries, cranberries, blackberries, raspberries, etc.), oysters, olives, loquats etc. can be mentioned.
  • non-agricultural land in the present invention examples include sports fields, vacant lots, railroad tracks, parks, parking lots, road edges, riverbeds, under power transmission lines, residential lots, factory grounds, and the like.
  • the crops cultivated in the crop field in the present invention are not limited as long as they are varieties commonly cultivated as crops.
  • the aforementioned plant varieties may be plants that can be produced by natural hybridization, plants that can be generated by mutation, F1 hybrid plants, and transgenic plants (also referred to as genetically modified plants). These plants are generally used to confer tolerance to herbicides, accumulate toxic substances to pests, reduce susceptibility to diseases, increase yield potential, improve resistance to biotic and abiotic stress factors, accumulate substances, and preserve It has properties such as improved properties and processability.
  • An F1 hybrid plant is a first-generation hybrid obtained by crossing varieties of two different lines, and is generally a plant with hybrid vigor characteristics that are superior to either of its parents.
  • Transgenic plants are obtained by introducing foreign genes from other organisms such as microorganisms, and have characteristics that cannot be easily obtained by cross-breeding, mutagenesis, or natural recombination in the natural environment. It is a plant with
  • Examples of techniques for producing the above plants include conventional breeding techniques; genetic recombination techniques; genome breeding techniques; new breeding techniques; and genome editing techniques.
  • Conventional breeding techniques are techniques for obtaining plants with desirable properties through mutation and hybridization.
  • Genetic recombination technology is a technology that extracts a target gene (DNA) from an organism (for example, a microorganism) and introduces it into the genome of another target organism, thereby imparting new properties to that organism.
  • Antisense or RNA interference techniques that confer new or improved properties by silencing other genes present.
  • Genomic breeding technology is a technology for increasing the efficiency of breeding using genomic information, and includes DNA marker (also referred to as genomic marker or genetic marker) breeding technology and genomic selection.
  • DNA marker breeding is a method of selecting progeny with a desired useful trait gene from a large number of crossed progeny using a DNA marker, which is a DNA sequence that marks the location of a specific useful trait gene in the genome. be. It has the characteristic that the time required for breeding can be effectively shortened by analyzing the hybrid progeny using DNA markers when they are young plants.
  • genomic selection is a method that creates a predictive formula from previously obtained phenotypes and genomic information, and predicts characteristics from the predictive formula and genomic information without evaluating the phenotype, contributing to more efficient breeding. This is a possible technology.
  • New breeding techniques is a general term for breed improvement (breeding) techniques that combine molecular biological methods.
  • Genome editing technology is a technology that converts genetic information in a sequence-specific manner, and allows deletion of base sequences, substitution of amino acid sequences, introduction of foreign genes, etc.
  • these tools include zinc-finger nuclease (ZFN), TALEN, CRISPR/Cas9, and CRISPR/Cpf1, which can perform sequence-specific DNA cleavage.
  • ZFN zinc-finger nuclease
  • TALEN CRISPR/Cas9
  • CRISPR/Cpf1 CRISPR/Cpf1
  • Examples of the above-mentioned plants include the genetically modified crops listed on the electronic information site (http://www.isaaa.org/) of the International Agri-Bio Technology Corporation (INTERNATINAL SERVICE for the ACQUISITION of AGRI-BIOTECH APPLICATIONS, ISAAA). Examples include plants listed in the registration database (GM APPROVAL DATABASE). More specifically, herbicide-resistant plants, pest-resistant plants, disease-resistant plants, plants with modified quality (e.g., increase/decrease in content or change in composition) of products (e.g., starch, amino acids, fatty acids, etc.), plants with improved fertility. There are genetically modified plants, abiotic stress tolerant plants, and plants with modified traits related to growth and yield.
  • HPPD 4-hydroxyphenylpyruvate dioxygenase
  • HPPD 4-hydroxyphenylpyruvate dioxygenase
  • ALS acetolactate synthase
  • EPSP 5-enolpyruvylshikimate-3-phosphate synthase
  • oxynyl herbicides including glutamine synthase inhibitors, glutamine synthetase inhibitors such as glufosinate, 2,4-D, auxin herbicides such as dicamba, and oxynyl herbicides including bromoxynil, through genetic recombination technology.
  • Preferred herbicide-tolerant transgenic plants include cereals such as wheat, barley, rye, oats, canola, sorghum, soybean, rice, rapeseed, sugar beet, sugarcane, grape, lentils, sunflower, alfalfa, pome fruits, stone fruits, Vegetables such as coffee, tea, strawberry, grass, tomato, potato, cucumber, lettuce, more preferably grains such as wheat, barley, rye, oat, soybean, rice, vine, tomato, potato, pome. be.
  • cereals such as wheat, barley, rye, oats, canola, sorghum, soybean, rice, rapeseed, sugar beet, sugarcane, grape, lentils, sunflower, alfalfa, pome fruits, stone fruits, Vegetables such as coffee, tea, strawberry, grass, tomato, potato, cucumber, lettuce, more preferably grains such as wheat, barley, rye, oat, soybean, rice, vine, tomato, potato,
  • Glyphosate herbicide resistant plants glyphosate tolerant EPSPS gene (CP4 epsps) derived from Agrobacterium tumefaciens strain CP4, glyphosate metabolic enzyme (glyphosate N-acetyl transfer) derived from Bacillus licheniformis glyphosate metabolic enzyme genes (gat4601, gat4621) whose metabolic activity has been enhanced by gene shuffling technology, glyphosate metabolic enzyme (glyphosate oxidase gene, goxv247) derived from Ochrobacterum anthropi strain LBAA, or It can be obtained by introducing one or more EPSPS genes (mepsps, 2mepsps) having glyphosate resistance mutations derived from maize.
  • EPSPS gene CP4 epsps
  • CP4 epsps glyphosate tolerant EPSPS gene
  • glyphosate metabolic enzyme glyphosate N-acetyl transfer
  • the main plants are alfalfa (Medicago sativa), Argentine canola (Brassica napus), cotton (Gossypium hirsutum L.), creeping bentgrass (Agrostis stolonifera), corn (Zea mays L.), polished canola (Brassica rapa), and potato. (Solanum tuberosum L.), soybean (Glycine max L.), sugar beet (Beta vulgaris), and wheat (Triticum aestivum). Several glyphosate-tolerant transgenic plants are commercially available.
  • genetically modified plants that express glyphosate-resistant EPSPS derived from Agrobacterium have trade names that include "Roundup Ready (registered trademark)” and contain glyphosate-metabolizing enzymes derived from Bacillus whose metabolic activity has been enhanced through shuffling technology.
  • Genetically modified plants that express EPSPS with trade names such as "Optimum (registered trademark) GAT (trademark)” and "Optimum (registered trademark) Gly canola” are genetically modified plants that express EPSPS with a glyphosate resistance mutation derived from maize. is sold under the trade name "GlyTol(TM)".
  • Phosphinothricin N-acetyltransferase (PAT) gene bar
  • Phosphinothricin N-acetyltransferase (PAT) enzyme gene PAT
  • Phosphinothricin N-acetyltransferase (PAT) enzyme gene PAT
  • glufosinate-metabolizing enzyme derived from Streptomyes viridochromogenes
  • Tu494 synthetic gene derived from Streptomyes viridochromogenes strain Tu494. This can be obtained by introducing one or more pat genes (pat syn).
  • the main plants are Argentine canola (Brassica napus), chicory (Cichorium intybus), cotton (Gossypium hirsutum L.), corn (Zea mays L.), polished canola (Brassica rapa), rice (Oryza sativa L.), and soybean. (Glycine max L.) and sugar beet (Beta vulgaris).
  • Several glufosinate-tolerant genetically modified plants are commercially available.
  • Glufosinate metabolic enzyme bar
  • streptomyces hygroscopicus and genetically modified plants derived from Streptomyces viridochromogenes are "LibertyLink(TM)", “InVigor(TM)”, “WideStrike”( It is sold under trademark names including "Trademark)”.
  • oxynyl herbicides e.g. bromoxynil
  • oxynyl herbicides that have introduced the nitrilase gene (bxn), which is an enzyme metabolizing oxynyl herbicides (e.g. bromoxynil), derived from Klebsiella pneumoniae subsp. Ozaenae
  • bxn nitrilase gene
  • the main plants include Argentine canola (Brassica napus), cotton (Gossypium hirsutum L.), and tobacco (Nicotiana tabacum L.), and trademarks including "Navigator (trademark) canola" or "BXN (trademark)" sold under the name
  • ALS inhibitor resistant plants carnation (Dianthus caryophyllus) ⁇ Moondust (trademark)'', ⁇ Moonshadow (trademark)'', ⁇ Moonshade'' into which the ALS inhibitor resistant ALS gene (surB) derived from tobacco (Nicotiana tabacum) has been introduced as a selection marker; (trademark)", “Moonlite(trademark)”, “Moonaqua(trademark)”, “Moonvista(trademark)”, “Moonique(trademark)”, “Moonpearl(trademark)”, “Moonberry(trademark)”, “Moonvelvet( Trademark)”; flax (Linum usitatissumum L.) into which an ALS inhibitor-resistant ALS gene (als) derived from Arabidopsis thaliana has been introduced; “CDC Triffid Flax”; a maize-derived ALS inhibitor-resistant ALS gene (zm- ⁇ Optimum (trademark) GAT (trademark)'', a
  • HPPD inhibitor-resistant plants HPPD gene resistant to mesotrione (avhppd-03) from oat (Avena sativa) and phosphinothricin N-acetyl, a glufosinate-metabolizing enzyme from Streptomyces viridochromogenes.
  • Soybeans that have been introduced with the transferase (PAT) enzyme gene (pat) are sold under the trade name ⁇ Herbicide-tolerant Soybean line''.
  • aryloxyalkanoate dioxygenase aryloxyalkanoate dioxygenase gene (aad-1)
  • aad-1 aryloxyalkanoate dioxygenase gene
  • aad-1 2,4-D metabolic enzyme derived from Sphingobium herbicidovorans.
  • the introduced corn is sold under the trade name Enlist(TM) Maize.
  • Enlist(TM) Maize There are soybeans and cottons into which the allyloxyalkanoate dioxigenase gene (aad-12), a 2,4-D metabolic enzyme derived from Delftia acidovorans, has been introduced, and the trademark is "Enlist(TM) Soybean". sold under the name
  • Dicamba-resistant plants There are soybean and cotton into which the dicamba monooxygenase gene (dmo), a dicamba-metabolizing enzyme derived from Stenotrophomonas maltophilia strain DI-6, has been introduced.
  • soybean (Glycine max L.) into which the glyphosate-resistant EPSPS gene (CP4 epsps) derived from Agrobacterium tumefaciens strain CP4 was introduced is called Genuity Roundup Ready (registered trademark). Trademark) 2 Xtend(Trademark)".
  • Examples of commercially available transgenic plants with herbicide tolerance include glyphosate tolerant corn 'Roundup Ready Corn', 'Roundup Ready 2', 'Agrisure GT', 'Agrisure GT/CB/LL', ' Agrisure GT/RW”, “Agrisure 3000GT”, “YieldGard VT Rootworm/RR2” and “YieldGard VT Triple”; glyphosate-resistant soybean “Roundup Ready Soybean” and “Optimum GAT”; glyphosate-resistant cotton “Roundup Ready Cootton” ", "Roundup Ready Flex”; glyphosate-tolerant canola “Roundup Ready Canola”; glyphosate-tolerant alfalfa "Roundup Ready Alfalfa”; glyphosate-tolerant rice “Roundup Ready Rice”; glufosinate-tolerant corn “Roundup Ready 2" ”, “Liberty Link”, “
  • Additional plants modified with respect to herbicides are widely known, including glyphosate-tolerant alfalfa, apples, barley, eucalyptus, flax, grapes, lentils, rapeseed, peas, potatoes, rice, sugar beets, sunflowers, and tobacco. , tomatoes, grass weeds and wheat (see e.g. , WO2008051633, US7105724 and US5670454); soybean, sugar beet, potato, tomato and tobacco with glufosinate tolerance (see e.g.
  • isoxazole herbicides such as isoxaflutole, triketone herbicides such as sulcotrione and mesotrione, pyrazole herbicides such as pyrazolinate and diketonitriles, the degradation products of isoxaflutole).
  • triketone herbicides such as sulcotrione and mesotrione
  • pyrazole herbicides such as pyrazolinate and diketonitriles, the degradation products of isoxaflutole.
  • Certain barley, sugarcane, rice, maize, tobacco, soybean, cotton, rapeseed, sugar beet, wheat and potato see for example WO2004/055191, WO199638567, WO1997049816 and US6791014).
  • Plants that have been given herbicide tolerance by classical or genomic breeding techniques include, for example, rice “Clearfield Rice”, wheat “Clearfield Wheat”, and sunflower “Clearfield”, which are resistant to imidazolinone-based ALS inhibitors such as imazethapyr and imazamox.
  • SU Canola (registered trademark) is a plant that has been given herbicide resistance through genome editing technology and is resistant to sulfonylurea herbicides using rapid cultivar development technology (Rapid Trait Development System, RTDS (registered trademark)).
  • RTDS corresponds to the oligonucleotide-directed mutagenesis of genome editing technology, which involves cleaving DNA in plants via Gene Repair Oligonucleotide (GRON), that is, a chimeric oligonucleotide of DNA and RNA. This is a technology that allows mutations to be introduced without any modification.
  • maize with reduced herbicide tolerance and phytic acid content by deleting the endogenous gene IPK1 using zinc finger nuclease see, for example, Nature 459, 437-441 2009
  • rice has been made resistant to herbicides (see, for example, Rice, 7, 5, 2014).
  • crops that are resistant to a specific PPO inhibitor include crops that have been endowed with the ability to produce PPO with reduced affinity for the PPO inhibitor through genetic recombination technology, and crops that have been endowed with the ability to produce PPO with reduced affinity for the PPO inhibitor, and those that have been endowed with the ability to produce PPO by cytochrome P450 monooxygenase.
  • crops that are resistant to a specific PPO inhibitor have both the ability to produce PPO with reduced affinity for the PPO inhibitor and the ability to detoxify and degrade the PPO inhibitor by cytochrome P450 monooxygenase.
  • Patent documents such as 19860, WO2018022777, WO2017112589, WO2017087672, WO2017039969, WO2017023778, WO2018022777, WO2019118726, and non-patent documents (Pest Management Science, 61, 2005, 277-285).
  • One example of a new breeding technique for imparting herbicide resistance is a breeding technique using grafting.
  • GM rootstock to a scion is Roundup Ready (registered trademark) soybean, which has glyphosate resistance.
  • Roundup Ready registered trademark
  • soybean which has glyphosate resistance.
  • it is an example of using it as a rootstock to impart glyphosate resistance to non-transgenic soybean scions (see Weed Technology 27:412-416 2013).
  • the above-mentioned plants can be produced with the above-mentioned abiotic stress resistance, disease resistance, herbicide resistance, Lines with two or more traits such as pest resistance, growth and yield traits, nutrient uptake, product quality, fertility, etc., and two types of parent lines obtained by crossing plants with similar or different traits. This also includes strains with the above properties.
  • Other properties include cotton tolerant to glufosinate and 2,4-D, cotton tolerant to both glufosinate and dicamba, corn tolerant to both glyphosate and 2,4-D, and tolerant to both glyphosate and HPPD herbicides.
  • Genetically modified corn that is resistant to glyphosate, glufosinate, 2,4-D, allyloxyphenoxypropionic acid (FOPs) herbicides, and cyclohexadione (DIMs) herbicides has also been developed.
  • plants endowed with herbicide tolerance and insect resistance include, for example, maize 'YieldGard Roundup Ready' and 'YieldGard Roundup Ready 2' which have glyphosate tolerance and corn borer resistance; glufosinate tolerance and corn borer resistance Corn “Yield Gard VT Root worm/RR2” which has glyphosate tolerance and corn rootworm resistance; Corn “Yield Gard VT Root worm/RR2” which has glyphosate tolerance and resistance to corn rootworm and corn borer. Yield Gard VT Triple'; corn 'Herculex I' with glufosinate tolerance and lepidopteran pest resistance (Cry1F) (e.g.
  • glyphosate tolerance 'YieldGard Corn Rootworm/Roundup Ready 2' corn with glufosinate resistance and corn rootworm resistance (Cry3A) (e.g. resistance to Western corn rootworm, Northern corn rootworm and Mexican corn rootworm) Corn "Agrisure GT/RW” which has glufosinate resistance and resistance to Coleopteran pests (Cry34/35Ab1) (e.g.
  • the nozzle used for applying compound (I), compound (B), and optionally used compound (C) in the method of the present invention may be a flat fan nozzle or a drift reducing nozzle.
  • flat fan nozzles include Teejet's Teejt110 series and XR Teejet110 series. These have normal dispensing pressures, typically 30-120 PSI, and the volume median diameter of droplets expelled from the nozzle is typically less than 430 microns.
  • a drift reduction nozzle is a nozzle whose drift is reduced compared to a flat fan nozzle, and is a nozzle called an air induction nozzle or a pre-orifice nozzle.
  • the volume median diameter of the droplets ejected from the drift reduction nozzle is typically 430 microns or more.
  • An air induction nozzle is a nozzle that has an air introduction part between the inlet (chemical liquid introduction part) and the outlet (chemical liquid discharge part) of the nozzle, and forms droplets filled with air by mixing air into the chemical liquid. It is.
  • Air induction nozzles include Green Leaf Technology's TDXL11003-D, TDXL11004-D1, TDXL11005-D1, TDXL11006-D, Teejet's TTI110025, TTI11003, TTI11004, TTI11005, TTI11006, TTI11008, and Pentair.
  • a pre-orifice nozzle has a metering orifice at the nozzle inlet (chemical liquid introduction part), which restricts the flow rate into the nozzle and reduces the pressure inside the nozzle, thereby reducing large droplets. It is a nozzle that forms. According to this, the pressure during discharge is approximately halved compared to before introduction.
  • pre-orifice nozzles include Wilger's DR110-10, UR110-05, UR110-06, UR110-08, UR110-10, Teejet's 1/4TTJ08 Turf Jet, and 1/4TTJ04 Turf Jet.
  • the sprayer used to apply compound (I), compound (B), and optionally compound (C) is used as a drift reduction technology (DRT) by the U.S. Environmental Protection Agency. It may be a hooded spreader with (EPA) certification. Hooded spreaders with DRT certification include Willmar Fabrication LLC's REDBALL 642, REDBALL 642E, REDBALL SPK645, REDBALL 645, REDBALL 645T, REDBALL SP645, and REDBALL ATV642.
  • compound (I), compound (B), and optionally compound (C) When treating a crop field with compound (I), compound (B), and optionally compound (C), compound (I), compound (B), and optionally compound (C) are treated in a crop field before sowing of crop seeds. C), or simultaneously with and/or after sowing of crop seeds, compound (I), compound (B), and optionally compound (C) may be treated. That is, the number of treatments for compound (I), compound (B), and optionally used compound (C) is before sowing of crop seeds, at the same time as sowing, once after sowing, or once before sowing. The treatment may be carried out twice except at the same time as sowing, or twice except after sowing, or three times at all times before sowing, at the same time as sowing, and after sowing.
  • treatment is performed from 50 days before sowing to immediately before sowing, preferably from 30 days before sowing to immediately before sowing, and more preferably from 30 days before sowing to immediately before sowing.
  • Compound (I), compound (B), and optionally compound (C) are treated between 20 days before sowing and immediately before sowing, more preferably between 10 days before and immediately before sowing.
  • the compound (I) and compound (B) are usually treated between immediately after sowing and before flowering. Compound (C) is treated accordingly.
  • a more preferable treatment time is immediately after sowing to before emergence, or during the 1st to 6th true leaf stage of the crop.
  • the case where compound (I), compound (B), and optionally compound (C) are treated simultaneously with sowing of crop seeds is when the sowing machine and the spreader are integrated.
  • the timing of weed treatment includes foliage treatment for growing weeds, and soil treatment for areas where weeds are likely to grow. If the place where weeds grow is a place where there is a possibility that weeds will grow at the same time, foliage treatment and soil treatment may be performed.
  • the timing of weed treatment is independent of the treatment timing of the crops. For example, weed foliage treatment may be performed before crop sowing, or weed soil treatment may be performed during crop growth. . Weeds may be treated uniformly over the land, or may be spot treated.
  • spot treatment is a concept that is opposed to uniformly applying a herbicide over the area, and selectively applies the herbicide to areas where weeds are growing or where weeds are likely to grow.
  • “To treat at a location” means to treat the weeds or the soil if weeds are growing, and means to treat the soil in a place where there is a possibility that weeds will grow. Even when compound (I), compound (B), and optionally compound (C) are sprayed to a certain extent in areas where weeds are not growing or where there is no risk of weeds growing due to scattering or transpiration, If it is not uniform area processing, it is included in spot processing.
  • spot treatment does not only mean that all areas where weeds are growing or where weeds are likely to grow in a continuous crop cultivation area are selectively treated. In other words, if a part of the cultivated land is subjected to surface treatment, or if a part of the area where weeds are growing or where weeds are likely to grow is treated with compound (I) and compound (B) as necessary. Even if the crop is not treated with compound (C), if there is a spot-treated area in a continuous crop cultivation area, it is included in spot treatment. Spot treatment may be performed while avoiding crops, or may be performed based only on the position of weeds, regardless of the position of crops.
  • spot treatment methods are given below.
  • compound (I) and compound (B) are visually inspected using a hand-held nozzle or a robot arm nozzle while the applicator is walking or on a ground-based device or flying device.
  • Spot treatment may be performed by spraying the compound (C) and the compound (C) as needed.
  • locations where weeds are growing or are likely to grow are mapped in advance, and compound (I), compound (B), and if necessary compound (C) are sprayed based on the map information. Spot processing may also be performed.
  • the nozzle on the boom or the robot arm nozzle is controlled based on the position information of the spreader (obtained by GPS etc.) and the map information.
  • Spot processing may be performed by opening and closing automatically or manually.
  • the map information may be created based on image information taken by a manned or unmanned flying object, etc., and may be created by an observer walking on the ground, an observer riding a device traveling on the ground, or an observer riding a flying device. It may be created visually by a person.
  • a traveling or flying sprayer can be equipped with a function to detect areas where weeds are growing or where weeds are likely to grow, and spot treatment can be performed using the boom or robot arm while performing real-time mapping. good.
  • Such technologies are described in patent documents (e.g. WO2018001893, WO2018036909) and non-patent documents (e.g. Crop Protection 26, 270-277, Weed Technology 17, 711-717, Applied Engineering in Agriculture. 30, 143-152). has been done.
  • These technologies are a form of emerging agriculture called precision agriculture, smart agriculture, or digital agriculture, and the uneven dispersion pattern caused by the spot processing is also called VRA (Variable Rate Application) in the emerging agriculture term. Called.
  • VRA Very Rate Application
  • the technology in which a traveling sprayer detects growing weeds and performs spot treatment in real time is known as ⁇ See & Spray'' or ⁇ OSST (Optical Spot Spray Technology).'''
  • Places where weeds are likely to grow may be estimated based on the fact that the weeds formed vegetation patches during past growing seasons, or may be estimated from the distribution of buried seeds.
  • the distribution of buried seeds may be investigated by soil sampling or estimated by remote sensing.
  • Urticaceae Urtica urens Polygonaceae: Polygonum convolvulus, Polygonum lapathifolium, Polygonum pensylvanicum, Polygonum persicaria, Polygonum longisetum, Polygonum aviculare, Polygonum arenastrum , Polygonum cuspidatum, Rumex japonicus, Rumex crispus, Rumex obtusifolius, Rumex acetosa Purslane weed (Portulacaceae): Portulaca oleracea Caryophyllaceae: Chickweed (Stellaria media), Stellaria aquatica, Cerastium holosteoides, Cerastium glomeratum, Spergula arvensis, Silene gallica Mollugo verticillata (Molluginaceae) Chenopodiaceae: Chenopodium album, Chenopodium album, Chenopod
  • Fabaceae Aeschynomene indica, zigzag-jointed vetch (Aeschynomene rudis), Sesbania exaltata, Cassia obtusifolia, Cassia occidentalis, Desmodium tortuosum, Desmodium adscendens), Desmodium illinoense, Trifolium repens, Pueraria lobata, Vicia angustifolia, Indigofera hirsuta, Indigofera truxillensis, wild cowpea ( Vigna sinensis) Oxalidaceae: Oxalis corniculata, Oxalis stricta, Oxalis oxyptera Geraniaceae: Geranium carolinense, Erodium cicutarium Euphorbiaceae: Euphorbia helioscopia, Euphorbia maculata, Euphorbia humistrata, Euphorbia esula, Euphorbia heterophylla, Euphorbia brasiliensis, Euphorbia
  • Malvaceae Abutilon theophrasti, Sida rhombifolia, Sida cordifolia, Sida spinosa, Sida glaziovii, Sida santaremnensis ), ginkgo (Hibiscus trionum), western holly (Anoda cristata), hackberry (Malvastrum coromandelianum)
  • Onagraceae Ludwigia epilobioides, Ludwigia octovalvis, Ludwigia decurrens, Oenothera biennis, Oenothera laciniata Sterculiaceae: Waltheria indica Viola family weeds (Violaceae): Viola arvensis, wild pansy (Viola tricolor)
  • Cucurbitaceae Cucurbitaceae (Sicyos angulatus), Wild cucumber (Echinocystis lobata), Wild bitter melon (Momordica charantia) Lythraceae
  • Apiaceae Umbellifer (Oenanthe javanica), Daucus carota, Conium maculatum Araliaceae weeds: Hydrocotyle sibthorpioides, Hydrocotyle ranunculoides Ceratophyllaceae (Ceratophyllaceae): Ceratophyllum demersum Cabombaceae (Cabombaceae): Cabomba caroliniana Haloragaceae: Myriophyllum aquaticum, Myriophyllum verticillatum, watermilfoils (Myriophyllum spicatum, Myriophyllum heterophyllum, etc.) Sapindaceae: Cardiospermum halicacabum Primulaceae: Anagallis arvensis Asclepiadaceae: Asclepias syriaca, honeyvine milkweed (Ampelamus albidus) Rubiaceae: Catchweed bedstraw (Galium apar
  • Solanaceae weeds Datura stramonium, Solanum nigrum, Solanum americanum, Solanum ptycanthum, Solanum sarrachoides, Solanum rostratum , Solanum aculeatissimum, Wild tomato (Solanum sisymbriifolium), Solanum carolinense, Physalis angulata, Smooth ground cherry (Physalis subglabrata), Nicandra physalodes Scrophulariaceae: Veronica hederaefolia, Veronica persica, Veronica arvensis, Lindernia procumbens, Lindernia dubia, Lindernia angustifolia, Bacopa rotundifolia ), Abnome (Dopatrium junceum), Gratiola japonica Plantaginaceae: Plantago asiatica, Plantago lanceolata, Plantago major, Callitriche palustris
  • Asteraceae Xanthium pensylvanicum, Xanthium occidentale, Xanthium italicum, Helianthus annuus, Matricaria chamomilla, Matricaria perforata, corn marigold (Chrysanthemum segetum) ), Matricaria matricarioides, Artemisia princeps, Artemisia vulgaris, Chinese mugwort (Artemisia verlotorum), Solidago altissima, Taraxacum officinale, Galinsoga ciliata chrysanthemum (Galinsoga parviflora), Senecio vulgaris, Senecio brasiliensis, Senecio grisebachii, Conyza bonariensis, Conyza smatrensis, Conyza canadensis, Ragweed (Ambrosia artemisiifolia) , Ambrosia trifida, Bidens tripartita, Bidens
  • Alismataceae Sagittaria pygmaea, Sagittaria trifolia, Sagittaria sagittifolia, Sagittaria montevidensis, Sagittaria aginashi, Alisma canaliculatum, Alisma plantago - aquatica)
  • Limnocharitaceae Limnocharis flava Hydrocharitaceae: frogbit (Limnobium spongia), black moth (Hydrilla verticillata), common water nymph (Najas guadalupensis)
  • Araceae Pistia stratiotes Lemnaceae: Lemna aoukikusa, Lemna paucicostata, Lemna aequinoctialis, Spirodela polyrhiza, Wolffia spp.
  • Potamogetonaceae Potamogeton distinctus, pondweeds (Potamogeton crispus, Potamogeton illinoensis, Stuckenia pectinata, etc.)
  • Liliaceae wild onion (Allium canadense), wild garlic (Allium vineale), nobile (Allium macrostemon)
  • Pontederiaceae Eichhornia crassipes, Heteranthera limosa, Monochoria korsakowii, Monochoria vaginalis
  • Commelinaceae Commelina communis, Commelina benghalensis, Commelina erecta, Murdannia keisak
  • Poaceae Poaceae: Echinochloa crus-galli, Echinochloa oryzicola, Echinochloa crus-galli var. formosensis, Echinochloa oryzoides, Echinochloa colona, Gulf cockspur (Echinochloa crus-pavonis), Setaria viridis, Setaria faberi, Setaria glauca, Setaria geniculata, Digitaria ciliaris, large crabgrass (Digitaria sanguinalis), Jamaican crabgrass (Digitaria Horizontalis), Digitaria Insularis, Eleusine Indica, Suzumeno Katabira, Oosu Zumeno Katabira (Poa Trivialis) OA Pratensis), Alopecurus Aequalis, Black Glass (Alopecurus Myosuroides) Oat (Avena fatua), Sorghum halepense, Shattercane (Sorghum vulgare
  • Cyperaceae Cyperus microiria, Cyperus iria, Cyperus compressus, Cyperus difformis, Cyperus flaccidus, Cyperus globosus, Cyperus nipponicus) Cyperus odoratus, Cyperus serotinus, Cyperus rotundus, Cyperus esculentus, Kyllinga gracillima, Kyllinga brevifolia, Fimbristylis miliacea, Fimbristylis dichotoma Eleocharis acicularis), Black rockfish (Eleocharis kuroguwai), Firefly (Schoenoplectiella hotarui), Dog firefly (Schoenoplectiella juncoides), Formosan wallichi (Schoenoplectiella wallichii), Red flounder (Schoenoplectiella mucronatus), Japanese flounder (Schoenoplectiella
  • intraspecific variation is not particularly limited. That is, it includes herbicides with reduced sensitivity (also referred to as resistance) to specific herbicides.
  • the decrease in sensitivity may be due to a mutation in the target site (point of effect mutation) or may be due to a factor other than the point of effect mutation (non-point of effect mutation).
  • Effect point mutations include amino acid substitutions in the protein target site due to mutations in the nucleic acid sequence portion (open reading frame) corresponding to the amino acid sequence of the protein, deletion of suppressor sequences in the promoter region, and deletion of enhancer sequences. This includes those in which the protein at the target site is overexpressed due to amplification or mutation such as an increase in the number of copies of the gene.
  • Factors that reduce sensitivity due to non-effecting point mutations include increased metabolism, malabsorption, impaired transport, and excretion from the system.
  • metabolic enhancement factors include increased activity of metabolic enzymes such as cytochrome P450 monooxygenase, aryl acylamidase, esterase, and glutathione S-transferase.
  • Excretion from the system includes transport to vacuoles by ABC transporters.
  • herbicide-resistant weeds include: Glyphosate resistance: Examples of reduced susceptibility of weeds due to effect point mutations include weeds with mutations that cause one or more of the following amino acid substitutions in the EPSPS gene. Thr102Ile, Pro106Ser, Pro106Ala, Pro106Leu, Pro106Thr.
  • examples include those having both Thr102Ile and Pro106Ser, and those having both Thr102Ile and Pro106Thr.
  • Glyphosate-resistant plants having these effect point mutations such as glyphosate-resistant grasshopper, common wheat, barley, barley, Bidens subalternans, etc., can be effectively controlled.
  • examples of glyphosate resistance due to point-of-effect mutations include an increase in the copy number of the EPSPS gene (PNAS, 2018 115 (13) 3332-3337). According to the present invention, glyphosate-resistant plants with an increased number of copies of the EPSPS gene, such as waterhemp and broom, can be effectively controlled.
  • Examples of reduced susceptibility of weeds due to non-effecting point mutations include glyphosate-resistant grasses such as Artemisia vulgaris, Alecium annuus, and Alecium annuus, which are resistant to glyphosate in which ABC transporters are involved, and these can be effectively controlled by the present invention. Furthermore, as a non-effect point mutation, it is known that the sensitivity to glyphosate is reduced due to increased expression of aldo-keto reductase (Plant Physiology 181, 1519-1534), which can be effectively controlled by the present invention.
  • ALS-inhibiting herbicide resistance Examples of reduced susceptibility of weeds due to effect point mutations include weeds with mutations that cause one or more of the following amino acid substitutions in the ALS gene. Ala122Thr, Ala122Val, Ala122Tyr, Pro197Ser, Pro197His, Pro197Thr, Pro197Arg, Pro197Leu, Pro197Gln, Pro197Ala, Pro197Ile, Ala205Val, Ala205Phe, Asp376Glu, Asp376Gln, Asp376Asn, Arg3 77His, Trp574Leu, Trp574Gly, Trp574Met, Ser653Thr, Ser653Asn, Ser635Ile, Gly654Glu, Gly645Asp.
  • ALS inhibitor-resistant plants having these action point mutations such as Physcomitrella vulgaris, P. aeruginosa, P. aeruginosa, waterhemp, and broom tree, etc.
  • Physcomitrella vulgaris such as Physcomitrella vulgaris, P. aeruginosa, P. aeruginosa, waterhemp, and broom tree, etc.
  • Examples of reduced susceptibility of weeds due to non-effect point mutations include weeds that have become resistant to ALS inhibitors due to the involvement of CYP or GST, and these can be effectively controlled by the present invention.
  • ACCase inhibitor resistance Examples of reduced susceptibility of weeds due to effect point mutations include weeds with mutations that cause one or more of the following amino acid substitutions in the ACCase gene.
  • ACCase-resistant weeds having these action point mutations can be effectively controlled.
  • Examples of reduced susceptibility of weeds due to non-effect point mutations include weeds that have become resistant to ACCase inhibitors due to the involvement of CYP or GST, and these can be effectively controlled by the present invention.
  • Examples of these are known as bolet wheat, which overexpresses CYP81A10 or CYP81A1v1, Japanese millet, which overexpresses CYP81A12 or CYP81A21, and green grass, which overexpresses GSTF1 or GSTU2.
  • PPO inhibitor resistance Examples of reduced susceptibility of weeds due to point-of-effect mutations include weeds with mutations that cause one or more of the following amino acid substitutions in the PPO gene, and these mutations have increased resistance to carfentrazone ethyl, fomesafen, and lactofen. This is known as a sex mutation or is predicted to be a resistance mutation.
  • the PPO genes of weeds include the PPO1 gene and the PPO2 gene, and the mutation may be present in either the PPO1 gene or the PPO2 gene, or in both.
  • the PPO2 gene has a mutation.
  • Arg128Met means that there is a mutation at the 128th amino acid.
  • this mutation corresponds to position 98 (Weed Science 60, 335-344), and is known as Arg98Leu, and this Arg98 is the same as Arg128 in this specification.
  • Arg128Met and Arg128Gly are known from P.
  • Arg128Gly is known from PPO2 of waterhemp (Pest Management Science , 2019; 75: 3235-3244), Arg128Ile and Arg128Lys are known as PPO2 of waterhemp (Pest Management Science, 2019; 75: 3235-3244), and Arg128His is known as PPO2 of horseweed as Arg132His (WSSA annual meeting, (2016), Gly114Glu, Ser149Ile, and Gly399Ala are known as PPO2 in Pest Management Science (Frontiers in Plant Science 10, Article 568), and Ala210Thr is PPO1 in Pest Management Science, known as Ala212Thr (Pest Management Science, doi: 10.1002/ ps.5703).
  • PPO inhibitor-resistant weeds having these action point mutations can be effectively controlled, but the PPO inhibitor-resistant weeds to be controlled are not limited to these. That is, Arg128Leu, Arg128Met, Arg128Gly, Arg128His, Arg128Ala, Arg128Cys, Arg128Glu, Arg128Ile, Arg128Lys, Arg128Asn, Arg128Gln, Arg128Ser, Arg128Thr, Arg12 in PPO1 or PPO2 8Val, Arg128Tyr, Gly210 deficiency, Ala210 deficiency, Gly210Thr, Ala210Thr, Gly211 deficiency, Gly114Glu , Ser149Ile or Gly399Ala mutations, as well as waterhemp having the same mutations, ragweed having the same mutations, and scarlet grass having the same mutations can be effectively controlled.
  • Examples of decreased susceptibility of weeds due to non-effect mutations include waterhemp, which has become resistant to PPO inhibitors due to the involvement of CYP or GST, and P. aeruginosa, which has become resistant to carfentrazone ethyl. Waterhemp and the like are known (PLOS ONE, doi: 10.1371/journal.pone.0215431), and these can be effectively controlled by the present invention.
  • Auxin herbicide resistance An example of a point of effect mutation is a mutation that causes Gly-Asn in the degron region of the AUX/IAA gene. According to the present invention, Broomweed, Prunus japonicus and Waterhemp having this mutation can be effectively controlled.
  • non-effect point mutations dicamba-resistant Physcomitrella sinensis and 2,4-D-resistant waterhemp, which are suggested to be involved in CYP, are known, and these can be effectively controlled by the present invention.
  • HPPD inhibitor resistance Examples of reduced susceptibility of weeds due to non-effecting point mutations include waterhemp and Oriental weed, which have become resistant to HPPD inhibitors due to the involvement of CYP or GST. Prevented.
  • the giant blue beetle overexpresses CYP72A219, CYP81B, and CYP81E8.
  • Photosystem II inhibitor resistance Examples of reduced susceptibility of weeds due to point-of-effect mutations include weeds with mutations that cause one or more of the following amino acid substitutions in the psbA gene. Val219Ile, Ser264Gly, Ser264Ala, Phe274Val. According to the present invention, the photosystem II inhibitor-resistant P. aeruginosa and waterhemp having these action point mutations can be effectively controlled. Examples of reduced susceptibility of weeds due to non-acting point mutations include Cyperus algae and waterhemp, which are resistant to photosystem II inhibitors due to the involvement of CYP, GST, or AAA. are effectively controlled. As an example of this, barley in which CYP71R4 is overexpressed is known.
  • Glutamate synthase inhibitor resistance An example of decreased susceptibility of weeds due to point of action mutations is weeds with a mutation that causes an amino acid substitution of Asp171Asn in the glutamine synthetase gene.
  • glutamine synthetase inhibitor-resistant plants having this mutation such as P. elegans and waterhemp, can be effectively controlled.
  • Examples of reduced susceptibility of weeds due to non-effect mutation include Glufosinate resistant to glufosinate due to the involvement of CYP or GST, but these can be effectively controlled by the present invention. .
  • the giant blue beetle overexpresses CYP72A219, CYP81B, and CYP81E8.
  • Resistant weeds belong to two or more of the above groups (2 randomly selected groups, 3 randomly selected groups, 4 randomly selected groups, 5 randomly selected groups, 6 randomly selected groups) , Groups 7, and 8) can be effectively controlled even if they are resistant (stacked).
  • An example of stack-resistant weeds is waterhemp, which is resistant to photosystem II inhibitors, HPPD inhibitors, 2,4-D, PPO inhibitors, ALS inhibitors, and glyphosate, but this is also effective. It is controlled by.
  • the above stack may be a combination of working point mutations, a combination of non-working point mutations, or a combination of working mutations and non-working point mutations.
  • plant nutritional management in general crop cultivation can be performed.
  • the fertilization system may be based on Precision Agriculture or may be uniform in practice.
  • nitrogen-fixing bacteria and mycorrhizal fungi can be inoculated in combination with seed treatment.
  • Reference manufacturing example 1 1- ⁇ 2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy ⁇ cyclo
  • a mixture of 0.30 g of propanecarboxylic acid, 0.15 g of methyl 2-bromopropionate, 0.08 g of sodium hydrogen carbonate, and 3 mL of DMF was stirred at 50° C. for 5 hours. Water and a saturated aqueous sodium hydrogen carbonate solution were added to the resulting mixture, and the mixture was extracted with methyl tert-butyl ether (hereinafter referred to as MTBE).
  • MTBE methyl tert-butyl ether
  • Reference manufacturing example 2 1- ⁇ 2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy ⁇ cyclo
  • a mixture of 0.31 g of propanecarboxylic acid chloride, 0.10 g of ethyl lactate, 0.11 g of triethylamine, and 3 mL of chloroform was stirred at room temperature for 12 hours. Water was added to the resulting mixture and extracted with MTBE. The obtained organic layer was washed successively with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure.
  • Reference manufacturing example 3 2- ⁇ 1- ⁇ 2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-) prepared according to the method described in Reference Production Example 1, etc.
  • Reference manufacturing example 4 The following compounds manufactured according to the method described in Reference Production Example 1, Reference Production Example 2, or Reference Production Example 3, and their physical property values are shown below.
  • Formula (I) A compound represented by the following, in which R 1 , R 2 , and R 3 are any of the combinations listed in Table 2 below.
  • Me represents a methyl group and Et represents an ethyl group.
  • -(CH 2 ) 2 - represents that R 2 and R 3 combine with each other to form -(CH 2 ) 2 -.
  • the evaluation criteria for herbicidal effects and chemical damage to crops are shown in the following examples.
  • the herbicidal effect is evaluated as “0” if there is no difference or almost no difference in the germination or growth of the test weeds at the time of the survey compared to the untreated state, and "0" indicates that the test weeds are completely dead or completely dead. It is divided into 0 to 100, with ⁇ 100'' indicating that budding or growth is completely suppressed.
  • the evaluation of phytotoxicity on crops is: “Harmless” if almost no phytotoxicity is observed, “Slight” if mild phytotoxicity is observed, “Moderate” if moderate phytotoxicity is observed, and “Severe” if phytotoxicity is observed. The case is indicated by "large”.
  • Example 1 Weeds (Great ragweed, waterhemp, ragweed, giant ragweed, Japanese wormwood, whiteweed, broom weed, goldenweed, and goldenrod) are sown in plastic pots.
  • the processing amount of compound (I-15) was 25, 50, 100 or 200 g/ha
  • the processing amount of ZIDUA pyroxasulfone 85% hydrated granules, manufactured by BASF
  • a spray solution containing compound (I-15) and pyroxasulfone prepared at a concentration of 1, 2 or 4 ounces/acre) is applied to the soil surface in an amount of 200 L/ha.
  • Example 2 In plastic pots, sow weeds (striped weeds, waterhemp, ragweed, ragweed, wormwood, whiteweed, broomweed, goldenrod, and goldenrod) and soybeans.
  • the processing amount of Compound (I-15) was 25, 50, 100 or 200 g/ha
  • the processing amount of Sharpen saflufenacil 29.7% hydrating agent, manufactured by BASF
  • a spray solution containing the compound (I-15) and saflufenacil prepared to give a total of 200 L/ha is applied to the soil surface in an amount of 200 L/ha.
  • weeds and soybeans are cultivated in a greenhouse, and after 21 days, the effects on weeds and chemical damage to soybeans are investigated. A synergistic weed control effect is confirmed compared to the single use of each compound.
  • Example 3 In plastic pots, sow weeds (striped weeds, waterhemp, ragweed, ragweed, wormwood, whiteweed, broom weed, goldenrod, and goldenrod) and soybeans.
  • the processing amount of Compound (I-15) was 25, 50, 100, or 200 g/ha
  • the processing amount of Valor SX flumioxazine 51% hydrating powder, manufactured by Valent
  • a spray solution containing Compound (I-15) and flumioxazin prepared as follows is applied to the soil surface in an amount of 200 L/ha.
  • weeds and soybeans are cultivated in a greenhouse, and after 21 days, the effects on weeds and chemical damage to soybeans are investigated.
  • a synergistic weed control effect is confirmed compared to the single use of each compound.
  • Example 4-6 The same procedure as in Example 1-3 is carried out by replacing the soybean with corn or cotton. A synergistic weed control effect is confirmed compared to the single use of each compound.
  • Example 7 In plastic pots, sow weeds (striped weeds, waterhemp, ragweed, ragweed, wormwood, whiteweed, broomweed, goldenweed, and goldenrod). Thereafter, weeds were cultivated in a greenhouse, and 21 days after sowing, the treatment amount of compound (I-15) was 25, 50, 100 or 200 g/ha, and the treatment amount of Roundup Weather Max (glyphosate potassium salt 660 g/L, manufactured by Monsanto) was A spray solution containing compound (I-15) and glyphosate potassium salt prepared at 2.338 L/ha (32 fluid ounces/acre) is applied to foliage so that the spray solution amount is 200 L/ha. Furthermore, weeds are cultivated in a greenhouse, and the effects on the weeds are investigated 7 and 14 days after the treatment. A synergistic weed control effect is confirmed compared to the single use of each compound.
  • Example 8 Sow weeds (Great ragweed, waterhemp, ragweed, giant ragweed, Japanese mugwort, whiteweed, broom weed, goldenweed, and goldenrod) in plastic pots.
  • a spray solution containing compound (I-15) prepared at a treatment rate of 25, 50, 100 or 200 g/ha was sprayed on the soil surface at a treatment rate of 200 L/ha. Process it accordingly.
  • Weeds were then cultivated in a greenhouse, and 7 days later, soybeans were sown.
  • a spray solution containing pyroxasulfone prepared so that the amount of water per acre is 200 L/ha is treated.
  • the effect on weeds and the chemical damage to soybeans will be investigated. A synergistic weed control effect is confirmed compared to the single use of each compound.
  • Example 9 Sow weeds (Great ragweed, waterhemp, ragweed, giant ragweed, Japanese mugwort, whiteweed, broom weed, goldenweed, and goldenrod) in plastic pots.
  • a spray solution containing compound (I-15) prepared at a treatment rate of 25, 50, 100 or 200 g/ha was sprayed on the soil surface at a treatment rate of 200 L/ha. Process it accordingly.
  • Weeds were then cultivated in a greenhouse, and after 7 days, soybeans were sown so that the treatment rate of Sharpen (saflufenacil 29.7% hydrating powder, manufactured by BASF) was 73 mL/ha (1 fluid ounce/acre).
  • the prepared spray solution containing saflufenacil is treated so that the amount of spray solution is 200 L/ha. Furthermore, after 14 days, the effect on weeds and the chemical damage to soybeans will be investigated. A synergistic weed control effect is confirmed compared to the single use of each compound.
  • Example 10 Weeds (Great ragweed, waterhemp, ragweed, giant ragweed, Japanese wormwood, whiteweed, broom weed, goldenweed, and goldenrod) are sown in plastic pots. On the same day, spray liquid containing compound (I-15) prepared so that the treatment amount of compound (I-15) is 25, 50, 100 or 200 g/ha on the soil surface at a treatment rate of 200 L/ha. Process it accordingly. Weeds were then cultivated in a greenhouse, and 7 days later, soybeans were sown, and the treatment amount of Valor SX (flumioxazine 51% hydrating powder, manufactured by Valent) was adjusted to 140 g/ha (2 oz/acre).
  • Valor SX flumioxazine 51% hydrating powder, manufactured by Valent
  • a spray solution containing flumioxazin is treated so that the amount of spray solution is 200 L/ha. Furthermore, after 14 days, the effect on weeds and the chemical damage to soybeans will be investigated. A synergistic weed control effect is confirmed compared to the single use of each compound.
  • Example 14 Weeds (Great ragweed, waterhemp, ragweed, giant ragweed, Japanese wormwood, whiteweed, broom weed, goldenweed, and goldenrod) are sown in plastic pots. On the same day, spray liquid containing compound (I-15) prepared so that the treatment amount of compound (I-15) is 25, 50, 100 or 200 g/ha on the soil surface at a treatment rate of 200 L/ha. Process it accordingly. Weeds were then cultivated in a greenhouse, soybeans were sown 7 days later, and 14 days after sowing, Roundup Weather Max (glyphosate potassium salt 660 g/L, manufactured by Monsanto) was applied at a treatment rate of 2.338 L/ha (32 fl oz/acre).
  • Roundup Weather Max glyphosate potassium salt 660 g/L, manufactured by Monsanto
  • a spray solution containing glyphosate potassium salt prepared as follows is treated so that the amount of spray solution becomes 200 L/ha. Furthermore, after 14 days (28 days after sowing), the effect on weeds and the chemical damage to soybeans will be investigated. A synergistic weed control effect is confirmed compared to the single use of each compound.
  • Example 15 For the treatment of compound (I-15) of Example 14, Roundup PowerMax (glyphosate potassium salt 660 g/L, manufactured by Monsanto) was added at a treatment rate of 2.338 L/ha (32 fluid ounces/acre, 1543 g as glyphosate potassium salt). /ha) and carry out in the same manner. A synergistic weed control effect is confirmed compared to the single use of each compound.
  • Roundup PowerMax glyphosate potassium salt 660 g/L, manufactured by Monsanto
  • Example 16-23 The same procedure as in Examples 8-15 is carried out by replacing the soybeans with corn or cotton.
  • Example 24-46 The same procedure as in Example 1-23 is carried out except that compound (I-15) is replaced with compound (I-29). A synergistic weed control effect is confirmed compared to the single use of each compound.
  • Example 47-69 The same procedure as in Example 1-23 is repeated except that compound (I-15) is replaced with compound (I-30). A synergistic weed control effect is confirmed compared to the single use of each compound.
  • Example 70-92 The same procedure as in Example 1-23 is carried out except that compound (I-15) is replaced with compound (I-33). A synergistic weed control effect is confirmed compared to the single use of each compound.
  • Examples 93-115 The same procedure as in Example 1-23 is carried out except that compound (I-15) is replaced with compound (I-41). A synergistic weed control effect is confirmed compared to the single use of each compound.
  • Examples 116-230 The same procedure as in Example 1-115 is carried out except that the crop has the Roundup Ready 2 Xtend trait. A synergistic weed control effect is confirmed compared to the single use of each compound.
  • Example 231-345 The crop in Example 1-115 was produced by genetic recombination and had the Roundup Ready 2 The same procedure is carried out using crops that have both the PPO inhibitor resistance trait and the PPO inhibitor resistance trait. A synergistic weed control effect is confirmed compared to the single use of each compound.
  • Example 346 Compound (I-15) 55 mg, Emulsogen TS290 (polyoxyethylene tristyrylphenyl ether, manufactured by Clariant) 76.5 mg, and Phenylsulfonat CAL (mixture of 70% calcium dodecylbenzenesulfonate and 30% iso-butanol, manufactured by Clariant) ) 76.5 mg was dissolved in Solvesso 200ND (aromatic hydrocarbon, manufactured by Exxon Mobile) to make a total of 1 ml to produce an emulsion (hereinafter referred to as formulation (I-15)). Plastic pots were filled with soil, and golden grass and rat wheat were sown and grown in a greenhouse.
  • formulation (I-15) plastic pots were filled with soil, and golden grass and rat wheat were sown and grown in a greenhouse.
  • weeds were cultivated in a greenhouse, and 17 days after sowing, the processing amount of compound (I-15) was 20 g/ha, and the processing amount of Roundup PowerMax (glyphosate potassium salt 660 g/L, manufactured by Monsanto) was 1262 g as glyphosate acid equivalent. /ha (Roundup PowerMax: 2.338 L/ha (32 fluid ounces/acre)).
  • the mixture was evenly spread from above the pot using a spreader so that the amount of water per hectare was obtained. Thereafter, the plants were grown in a greenhouse for 4 days, and the herbicidal effect was evaluated.
  • Example 347 Formulation (I-15) was produced in the same manner as in Example 346. A plastic pot was filled with soil, and golden grass and rat wheat were sown and grown in a greenhouse. Thereafter, weeds were cultivated in a greenhouse, and 17 days after sowing, the treatment amount of compound (I-15) was 20 g/ha, and the treatment amount of Xtendimax (dicamba diglycolamine salt 350 g/L, manufactured by Monsanto) was determined as dicamba acid equivalent.
  • Xtendimax dicamba diglycolamine salt 350 g/L, manufactured by Monsanto
  • Example 348 Compound (I-41) 55 mg, Emulsogen TS290 (polyoxyethylene tristyrylphenyl ether, manufactured by Clariant) 76.5 mg, and Phenylsulfonat CAL (mixture of 70% calcium dodecylbenzenesulfonate and 30% iso-butanol, manufactured by Clariant) ) 76.5 mg was dissolved in Solvesso 200ND (aromatic hydrocarbon, manufactured by Exxon Mobile) to make a total of 1 ml to produce an emulsion (hereinafter referred to as formulation (I-41)). Plastic pots were filled with soil, and golden grass and rat wheat were sown and grown in a greenhouse.
  • formulation (I-41) plastic pots were filled with soil, and golden grass and rat wheat were sown and grown in a greenhouse.
  • the processing amount of compound (I-41) was 20 g/ha
  • the processing amount of Liberty (glufosinate ammonium salt 280 g/L, manufactured by Bayer) was 594 g/ha as glufosinate ammonium salt. ha (2.12 L/ha (29.0 fluid ounces/acre) as Liberty)
  • the spray liquid containing formulation (I-41) and/or Liberty was prepared at a spray liquid volume of 218 L/ha (29.0 fluid ounces/acre).
  • the mixture was evenly spread from above the pot so that the amount of water was 1.5 ha.
  • Example 349 Formulation (I-41) was produced in the same manner as in Example 348. Plastic pots were filled with soil, and golden grass and rat wheat were sown and grown in a greenhouse. Thereafter, weeds were cultivated in a greenhouse, and 21 days after sowing, the treatment amount of compound (I-41) was 20 g/ha, and the treatment amount of EnlistOne (2,4-D choline salt 670 g/L, manufactured by Dow AgroSciences) was 2. , 4-D acid equivalent of 798 g/ha (1.754 L/ha (24 fluid ounces/acre) as EnlistOne), and a spray solution containing formulation (I-41) and/or EnlistOne.
  • composition of the present invention and the method of the present invention can be used to efficiently control weeds.

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  • Life Sciences & Earth Sciences (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Plant Pathology (AREA)
  • Environmental Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Pest Control & Pesticides (AREA)
  • General Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • Agronomy & Crop Science (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

L'invention concerne une composition herbicide qui a un excellent effet de lutte contre les mauvaises herbes. L'invention concerne une composition herbicide contenant : au moins un composé uracile représenté par la formule (I) ; et au moins un composé choisi dans le groupe constitué par un groupe de composés herbicides B constitué de B -1 à B -12.
PCT/JP2023/019092 2022-05-25 2023-05-23 Composition herbicide et procédé de lutte contre les mauvaises herbes WO2023228935A1 (fr)

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JP2022095564A JP2023174423A (ja) 2022-05-25 2022-06-14 除草剤組成物及び雑草防除方法
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Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002193949A (ja) * 2000-06-28 2002-07-10 Sumitomo Chem Co Ltd シクロプロパン化合物およびその用途
WO2021039893A1 (fr) * 2019-08-29 2021-03-04 住友化学株式会社 Composition d'agent herbicide et procédé de lutte contre les mauvaises herbes

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002193949A (ja) * 2000-06-28 2002-07-10 Sumitomo Chem Co Ltd シクロプロパン化合物およびその用途
WO2021039893A1 (fr) * 2019-08-29 2021-03-04 住友化学株式会社 Composition d'agent herbicide et procédé de lutte contre les mauvaises herbes

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